DE1595771A1 - Verfahren zur Herstellung von Mischpolymerisaten aus Maleinsaeureanhydrid und aliphatischen Olefinen mit 6 Kohlenstoffatomen im Molekuel - Google Patents
Verfahren zur Herstellung von Mischpolymerisaten aus Maleinsaeureanhydrid und aliphatischen Olefinen mit 6 Kohlenstoffatomen im MolekuelInfo
- Publication number
- DE1595771A1 DE1595771A1 DE19661595771 DE1595771A DE1595771A1 DE 1595771 A1 DE1595771 A1 DE 1595771A1 DE 19661595771 DE19661595771 DE 19661595771 DE 1595771 A DE1595771 A DE 1595771A DE 1595771 A1 DE1595771 A1 DE 1595771A1
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- maleic anhydride
- olefin
- molecule
- liquid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title claims description 45
- 229920001577 copolymer Polymers 0.000 title claims description 42
- 125000004432 carbon atom Chemical group C* 0.000 title claims description 31
- 238000000034 method Methods 0.000 title claims description 23
- -1 aliphatic olefins Chemical class 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000002904 solvent Substances 0.000 claims description 42
- 150000001336 alkenes Chemical class 0.000 claims description 36
- 239000007788 liquid Substances 0.000 claims description 23
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 23
- 239000007787 solid Substances 0.000 claims description 18
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 16
- 150000003254 radicals Chemical class 0.000 claims description 14
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 239000002244 precipitate Substances 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 150000002430 hydrocarbons Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 6
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 102100026466 POU domain, class 2, transcription factor 3 Human genes 0.000 claims 1
- 101710084413 POU domain, class 2, transcription factor 3 Proteins 0.000 claims 1
- 229910020175 SiOH Inorganic materials 0.000 claims 1
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 claims 1
- 229910000039 hydrogen halide Inorganic materials 0.000 claims 1
- 239000012433 hydrogen halide Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 description 22
- 238000006243 chemical reaction Methods 0.000 description 20
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 19
- 239000011541 reaction mixture Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 9
- 150000002978 peroxides Chemical class 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 7
- 239000011976 maleic acid Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 2
- LEEDMQGKBNGPDN-UHFFFAOYSA-N 2-methylnonadecane Chemical compound CCCCCCCCCCCCCCCCCC(C)C LEEDMQGKBNGPDN-UHFFFAOYSA-N 0.000 description 2
- SFRKSDZMZHIISH-UHFFFAOYSA-N 3-ethylhexane Chemical compound CCCC(CC)CC SFRKSDZMZHIISH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 230000001960 triggered effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- PSABUFWDVWCFDP-UHFFFAOYSA-N 2,2-dimethylheptane Chemical compound CCCCCC(C)(C)C PSABUFWDVWCFDP-UHFFFAOYSA-N 0.000 description 1
- JMMZCWZIJXAGKW-UHFFFAOYSA-N 2-methylpent-2-ene Chemical compound CCC=C(C)C JMMZCWZIJXAGKW-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 101100540540 Schizosaccharomyces pombe (strain 972 / ATCC 24843) big1 gene Proteins 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- CWNKMHIETKEBCA-UHFFFAOYSA-N alpha-Ethylaminohexanophenone Chemical compound CCCCC(NCC)C(=O)C1=CC=CC=C1 CWNKMHIETKEBCA-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- RYPKRALMXUUNKS-UHFFFAOYSA-N hex-2-ene Chemical compound CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/04—Anhydrides, e.g. cyclic anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49613665A | 1965-10-14 | 1965-10-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1595771A1 true DE1595771A1 (de) | 1970-02-12 |
Family
ID=23971388
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661595771 Pending DE1595771A1 (de) | 1965-10-14 | 1966-10-11 | Verfahren zur Herstellung von Mischpolymerisaten aus Maleinsaeureanhydrid und aliphatischen Olefinen mit 6 Kohlenstoffatomen im Molekuel |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3461108A (enrdf_load_stackoverflow) |
| BE (1) | BE688196A (enrdf_load_stackoverflow) |
| DE (1) | DE1595771A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1496447A (enrdf_load_stackoverflow) |
| NL (1) | NL6614526A (enrdf_load_stackoverflow) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE28475E (en) * | 1972-07-10 | 1975-07-08 | Process for copolymerization of maleic anhydride with 1-olefins | |
| DE2701760C3 (de) * | 1977-01-18 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Papierleimungsmitteln |
| DE2840502A1 (de) * | 1978-09-18 | 1980-03-27 | Basf Ag | Verfahren zur herstellung von terpolymeren |
| US4293668A (en) * | 1979-12-26 | 1981-10-06 | Monsanto Company | Refining olefin/maleic acid copolymers by extraction with alkanes |
| US4355157A (en) * | 1980-12-22 | 1982-10-19 | The Standard Oil Company | Hot water precipitation of resins containing maleic anhydride |
| US4526950A (en) * | 1982-04-20 | 1985-07-02 | The Lubrizol Corporation | Method for preparing interpolymers |
| DE3302496A1 (de) * | 1983-01-26 | 1984-07-26 | Basf Ag, 6700 Ludwigshafen | Verfahren zur erhoehung der wirksamkeit von hochmolekularen vernetzten polycarbonsaeuren |
| DE3302495A1 (de) * | 1983-01-26 | 1984-07-26 | Basf Ag | Verfahren zum entfernen von physiologisch bedenklichen loesungsmitteln aus carboxyl- oder saeureanhydridgruppen enthaltenden polymerisaten |
| JPS61266411A (ja) * | 1985-05-20 | 1986-11-26 | Mitsubishi Petrochem Co Ltd | 無水マレイン酸変性ポリオレフインの精製方法 |
| US4849489A (en) * | 1987-08-11 | 1989-07-18 | S. C. Johnson & Son, Inc. | Continuous process and system for producing polymers comprising maleic anhydride and certain alpha-olefins |
| US4871823A (en) | 1987-09-11 | 1989-10-03 | S. C. Johnson & Son, Inc. | 1-Alkene/excess maleic anhydride polymers |
| US4859752A (en) * | 1987-09-11 | 1989-08-22 | S. C. Johnson & Son, Inc. | Alkene/excess maleic anhydride polymer manufacture |
| EP0746423A4 (en) * | 1993-07-22 | 1998-03-18 | Johnson & Son Inc S C | REPROCESSABLE MELTING POLYMERS / WAX COMPOSITIONS FOR FIBER PRODUCTS |
| US5491190A (en) * | 1993-07-22 | 1996-02-13 | S. C. Johnson & Son, Inc. | Repulpable hot melt polymer/fatty acid compositions for fibrous products |
| JP3001385B2 (ja) * | 1993-12-13 | 2000-01-24 | シェブロン ケミカル カンパニー | ポリマー分散剤 |
| US6448334B1 (en) | 2000-12-19 | 2002-09-10 | General Electric Company | Translucent polycarbonate composition, method for preparation thereof, and articles derived therefrom |
| US6906011B2 (en) * | 2001-11-09 | 2005-06-14 | Chevron Oronite Company Llc | Polymeric dispersants prepared from copolymers of low molecular weight polyisobutene and unsaturated acidic reagent |
| US6919473B2 (en) * | 2002-09-17 | 2005-07-19 | Cph Innovations Corporation | Photostabilizers, UV absorbers, and methods of photostabilizing a sunscreen composition |
| US7544350B2 (en) * | 2002-11-22 | 2009-06-09 | Hallstar Innovations Corp. | Method of decreasing the UV light degradation of polymers |
| US7256242B2 (en) * | 2003-06-27 | 2007-08-14 | Chevron Oronite Company, Llc | Esterified copolymers of polyalkenes/unsaturated acidic reagents useful as lubricant and fuel additives |
| US7534420B2 (en) * | 2004-02-25 | 2009-05-19 | Hallstar Innovations Corp. | Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostablizing properties, compositions containing same, and methods of using the same |
| US8563488B2 (en) * | 2004-03-23 | 2013-10-22 | The Lubrizol Corporation | Functionalized polymer composition for grease |
| US7235587B2 (en) * | 2004-07-01 | 2007-06-26 | Cph Innovations Corporation | Diesters containing two crylene or fluorene moieties, sunscreen compositions containing the same, and methods of photostabilizing a sunscreen compositions containing the same |
| US8158678B2 (en) * | 2005-04-07 | 2012-04-17 | Cph Innovations Corp. | Photoabsorbing, highly conjugated compounds of cyanoacrylic esters, sunscreen compositions and methods of use |
| EP1803771B1 (en) * | 2005-12-28 | 2017-12-06 | Bridgestone Corporation | A rubber composition having good wet-traction properties and a low aromatic-oil content |
| US7700673B2 (en) * | 2006-12-22 | 2010-04-20 | Bridgestone Corporation | Reduced oil rubber compositions including N-substituted polyalkylene succinimide derivates and methods for preparing such compositions |
| ES2381316T3 (es) | 2007-12-31 | 2012-05-25 | Bridgestone Corporation | Jabones de metal incorporados a composiciones de caucho y el método para incorporar tales jabones en composiciones de caucho |
| CN102131856B (zh) * | 2008-06-26 | 2014-03-05 | 株式会社普利司通 | 包括金属官能化聚异丁烯衍生物的橡胶组合物和该组合物的制造方法 |
| US8389609B2 (en) * | 2009-07-01 | 2013-03-05 | Bridgestone Corporation | Multiple-acid-derived metal soaps incorporated in rubber compositions and method for incorporating such soaps in rubber compositions |
| US9803060B2 (en) * | 2009-09-10 | 2017-10-31 | Bridgestone Corporation | Compositions and method for making hollow nanoparticles from metal soaps |
| US8802755B2 (en) | 2011-01-18 | 2014-08-12 | Bridgestone Corporation | Rubber compositions including metal phosphate esters |
| WO2014071301A1 (en) | 2012-11-02 | 2014-05-08 | Bridgestone Corporation | Rubber compositions comprising metal carboxylates and processes for making the same |
| JP6612230B2 (ja) | 2013-08-22 | 2019-11-27 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | 高オレフィン含有量を有する高分子量ポリマー |
| CN108602918B (zh) | 2016-02-11 | 2021-07-06 | 汉高知识产权控股有限责任公司 | 具有侧接羟基官能团的烯烃-丙烯酸酯共聚物及其用途 |
| WO2017139572A1 (en) | 2016-02-11 | 2017-08-17 | Henkel IP & Holding GmbH | Olefin-acrylate copolymers with pendant hydroxyl functionality and use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA588577A (en) * | 1959-12-08 | Johnson And Johnson | Compositions containing maleic anhydride, styrene and a primary alcohol | |
| US3207718A (en) * | 1961-03-23 | 1965-09-21 | Dow Chemical Co | Epoxy modified vinyl copolymers of alpha, beta-unsaturated dicarboxylic acid partialesters |
| NL294518A (enrdf_load_stackoverflow) * | 1962-06-25 |
-
1965
- 1965-10-14 US US496136A patent/US3461108A/en not_active Expired - Lifetime
-
1966
- 1966-10-11 DE DE19661595771 patent/DE1595771A1/de active Pending
- 1966-10-12 FR FR79632A patent/FR1496447A/fr not_active Expired
- 1966-10-13 BE BE688196D patent/BE688196A/xx unknown
- 1966-10-14 NL NL6614526A patent/NL6614526A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3461108A (en) | 1969-08-12 |
| BE688196A (enrdf_load_stackoverflow) | 1967-03-16 |
| FR1496447A (fr) | 1967-09-29 |
| NL6614526A (enrdf_load_stackoverflow) | 1967-04-17 |
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